US6300391B2 - Inks containing glycol ethers and specific polymers for dry time and bleed improvements in ink-jet printing inks - Google Patents
Inks containing glycol ethers and specific polymers for dry time and bleed improvements in ink-jet printing inks Download PDFInfo
- Publication number
- US6300391B2 US6300391B2 US09/411,362 US41136299A US6300391B2 US 6300391 B2 US6300391 B2 US 6300391B2 US 41136299 A US41136299 A US 41136299A US 6300391 B2 US6300391 B2 US 6300391B2
- Authority
- US
- United States
- Prior art keywords
- ink
- polymer
- acrylate
- jet printing
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 93
- -1 glycol ethers Chemical class 0.000 title claims description 46
- 238000007641 inkjet printing Methods 0.000 title claims description 26
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title claims description 12
- 239000000976 ink Substances 0.000 title abstract description 129
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 title description 8
- 230000006872 improvement Effects 0.000 title description 4
- 239000000049 pigment Substances 0.000 claims abstract description 50
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000003086 colorant Substances 0.000 claims abstract description 17
- 239000000203 mixture Substances 0.000 claims description 32
- 239000000178 monomer Substances 0.000 claims description 30
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 20
- 150000001412 amines Chemical class 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 14
- GQCZPFJGIXHZMB-UHFFFAOYSA-N 1-tert-Butoxy-2-propanol Chemical group CC(O)COC(C)(C)C GQCZPFJGIXHZMB-UHFFFAOYSA-N 0.000 claims description 12
- 125000004122 cyclic group Chemical group 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- 150000001408 amides Chemical group 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 150000005215 alkyl ethers Chemical class 0.000 claims description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 7
- 230000002378 acidificating effect Effects 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 6
- 150000003512 tertiary amines Chemical class 0.000 claims description 6
- NMGPHUOPSWFUEB-UHFFFAOYSA-N 2-(butylamino)ethyl 2-methylprop-2-enoate Chemical compound CCCCNCCOC(=O)C(C)=C NMGPHUOPSWFUEB-UHFFFAOYSA-N 0.000 claims description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical class CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- 230000002209 hydrophobic effect Effects 0.000 claims description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- 229920001451 polypropylene glycol Polymers 0.000 claims description 4
- 150000003335 secondary amines Chemical class 0.000 claims description 4
- ZKYCLDTVJCJYIB-UHFFFAOYSA-N 2-methylidenedecanamide Chemical compound CCCCCCCCC(=C)C(N)=O ZKYCLDTVJCJYIB-UHFFFAOYSA-N 0.000 claims description 3
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 3
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 3
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical class CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 claims description 3
- 150000003141 primary amines Chemical class 0.000 claims description 3
- MXBCLXAAEYWALK-UHFFFAOYSA-N (2,2-dimethyl-3-prop-2-enoyloxypropyl) benzoate Chemical compound C=CC(=O)OCC(C)(C)COC(=O)C1=CC=CC=C1 MXBCLXAAEYWALK-UHFFFAOYSA-N 0.000 claims description 2
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 2
- SKYXLDSRLNRAPS-UHFFFAOYSA-N 1,2,4-trifluoro-5-methoxybenzene Chemical compound COC1=CC(F)=C(F)C=C1F SKYXLDSRLNRAPS-UHFFFAOYSA-N 0.000 claims description 2
- QHVBLSNVXDSMEB-UHFFFAOYSA-N 2-(diethylamino)ethyl prop-2-enoate Chemical compound CCN(CC)CCOC(=O)C=C QHVBLSNVXDSMEB-UHFFFAOYSA-N 0.000 claims description 2
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 claims description 2
- VLSRKCIBHNJFHA-UHFFFAOYSA-N 2-(trifluoromethyl)prop-2-enoic acid Chemical compound OC(=O)C(=C)C(F)(F)F VLSRKCIBHNJFHA-UHFFFAOYSA-N 0.000 claims description 2
- QLIBJPGWWSHWBF-UHFFFAOYSA-N 2-aminoethyl methacrylate Chemical compound CC(=C)C(=O)OCCN QLIBJPGWWSHWBF-UHFFFAOYSA-N 0.000 claims description 2
- HMENQNSSJFLQOP-UHFFFAOYSA-N 2-bromoprop-2-enoic acid Chemical compound OC(=O)C(Br)=C HMENQNSSJFLQOP-UHFFFAOYSA-N 0.000 claims description 2
- FWWXYLGCHHIKNY-UHFFFAOYSA-N 2-ethoxyethyl prop-2-enoate Chemical compound CCOCCOC(=O)C=C FWWXYLGCHHIKNY-UHFFFAOYSA-N 0.000 claims description 2
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 claims description 2
- UFQHFMGRRVQFNA-UHFFFAOYSA-N 3-(dimethylamino)propyl prop-2-enoate Chemical compound CN(C)CCCOC(=O)C=C UFQHFMGRRVQFNA-UHFFFAOYSA-N 0.000 claims description 2
- DSSAWHFZNWVJEC-UHFFFAOYSA-N 3-(ethenoxymethyl)heptane Chemical compound CCCCC(CC)COC=C DSSAWHFZNWVJEC-UHFFFAOYSA-N 0.000 claims description 2
- ZVYGIPWYVVJFRW-UHFFFAOYSA-N 3-methylbutyl prop-2-enoate Chemical compound CC(C)CCOC(=O)C=C ZVYGIPWYVVJFRW-UHFFFAOYSA-N 0.000 claims description 2
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims description 2
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 2
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- QCIGPTJUYRWEKT-UHFFFAOYSA-N C(C=C)(=O)OCCCCCC(C)(C)C Chemical compound C(C=C)(=O)OCCCCCC(C)(C)C QCIGPTJUYRWEKT-UHFFFAOYSA-N 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 2
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical class C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 claims description 2
- TVFJAZCVMOXQRK-UHFFFAOYSA-N ethenyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OC=C TVFJAZCVMOXQRK-UHFFFAOYSA-N 0.000 claims description 2
- MTCMFVTVXAOHNQ-UHFFFAOYSA-N ethyl 2-(bromomethyl)prop-2-enoate Chemical compound CCOC(=O)C(=C)CBr MTCMFVTVXAOHNQ-UHFFFAOYSA-N 0.000 claims description 2
- XWNVSPGTJSGNPU-UHFFFAOYSA-N ethyl 4-chloro-1h-indole-2-carboxylate Chemical compound C1=CC=C2NC(C(=O)OCC)=CC2=C1Cl XWNVSPGTJSGNPU-UHFFFAOYSA-N 0.000 claims description 2
- 125000004494 ethyl ester group Chemical group 0.000 claims description 2
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 2
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 2
- 125000005395 methacrylic acid group Chemical class 0.000 claims description 2
- JMSTYCQEPRPFBF-UHFFFAOYSA-N methyl 2-methoxy-2-(prop-2-enoylamino)acetate Chemical compound COC(=O)C(OC)NC(=O)C=C JMSTYCQEPRPFBF-UHFFFAOYSA-N 0.000 claims description 2
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 2
- KCTMTGOHHMRJHZ-UHFFFAOYSA-N n-(2-methylpropoxymethyl)prop-2-enamide Chemical compound CC(C)COCNC(=O)C=C KCTMTGOHHMRJHZ-UHFFFAOYSA-N 0.000 claims description 2
- UTSYWKJYFPPRAP-UHFFFAOYSA-N n-(butoxymethyl)prop-2-enamide Chemical compound CCCCOCNC(=O)C=C UTSYWKJYFPPRAP-UHFFFAOYSA-N 0.000 claims description 2
- ADTJPOBHAXXXFS-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]prop-2-enamide Chemical compound CN(C)CCCNC(=O)C=C ADTJPOBHAXXXFS-UHFFFAOYSA-N 0.000 claims description 2
- AWGZKFQMWZYCHF-UHFFFAOYSA-N n-octylprop-2-enamide Chemical compound CCCCCCCCNC(=O)C=C AWGZKFQMWZYCHF-UHFFFAOYSA-N 0.000 claims description 2
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims description 2
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 claims description 2
- DNPFOADIPJWGQH-UHFFFAOYSA-N octan-3-yl prop-2-enoate Chemical class CCCCCC(CC)OC(=O)C=C DNPFOADIPJWGQH-UHFFFAOYSA-N 0.000 claims description 2
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 claims description 2
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical class CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 2
- KEROTHRUZYBWCY-UHFFFAOYSA-N tridecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCOC(=O)C(C)=C KEROTHRUZYBWCY-UHFFFAOYSA-N 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- DJKKWVGWYCKUFC-UHFFFAOYSA-N 2-butoxyethyl 2-methylprop-2-enoate Chemical compound CCCCOCCOC(=O)C(C)=C DJKKWVGWYCKUFC-UHFFFAOYSA-N 0.000 claims 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical class CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical class CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical class CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 claims 1
- 150000004702 methyl esters Chemical class 0.000 claims 1
- KCAMXZBMXVIIQN-UHFFFAOYSA-N octan-3-yl 2-methylprop-2-enoate Chemical class CCCCCC(CC)OC(=O)C(C)=C KCAMXZBMXVIIQN-UHFFFAOYSA-N 0.000 claims 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical class CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 abstract description 9
- 150000003839 salts Chemical class 0.000 abstract description 7
- 239000002244 precipitate Substances 0.000 abstract description 6
- 239000000123 paper Substances 0.000 description 24
- 241000721047 Danaus plexippus Species 0.000 description 15
- 239000000975 dye Substances 0.000 description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 11
- 125000000129 anionic group Chemical group 0.000 description 11
- 241000557626 Corvus corax Species 0.000 description 10
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 239000004094 surface-active agent Substances 0.000 description 10
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 8
- 150000002500 ions Chemical class 0.000 description 7
- 125000002091 cationic group Chemical group 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 239000002609 medium Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000008859 change Effects 0.000 description 5
- VDQQXEISLMTGAB-UHFFFAOYSA-N chloramine T Chemical compound [Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 VDQQXEISLMTGAB-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000004210 ether based solvent Substances 0.000 description 5
- 238000001556 precipitation Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 4
- QFFVPLLCYGOFPU-UHFFFAOYSA-N barium chromate Chemical compound [Ba+2].[O-][Cr]([O-])(=O)=O QFFVPLLCYGOFPU-UHFFFAOYSA-N 0.000 description 4
- 150000007942 carboxylates Chemical group 0.000 description 4
- 239000006184 cosolvent Substances 0.000 description 4
- 230000001965 increasing effect Effects 0.000 description 4
- 125000003010 ionic group Chemical group 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 4
- 230000004044 response Effects 0.000 description 4
- UAACSEKVMUCVEW-UHFFFAOYSA-N [H]C(C)(C)C(C)(C)C([H])(C)C(C)(C)C.[Y] Chemical compound [H]C(C)(C)C(C)(C)C([H])(C)C(C)(C)C.[Y] UAACSEKVMUCVEW-UHFFFAOYSA-N 0.000 description 3
- 150000003869 acetamides Chemical class 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000003139 biocide Substances 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 239000001041 dye based ink Substances 0.000 description 3
- 150000003948 formamides Chemical class 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 239000001042 pigment based ink Substances 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical compound CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 description 2
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- UOUMGYZZMBALOO-UHFFFAOYSA-N [H]C(C)(C)C(C)(CC(=O)O)C([H])(C)C(C)(C)C.[Y] Chemical compound [H]C(C)(C)C(C)(CC(=O)O)C([H])(C)C(C)(C)C.[Y] UOUMGYZZMBALOO-UHFFFAOYSA-N 0.000 description 2
- KSCQDDRPFHTIRL-UHFFFAOYSA-N auramine O Chemical compound [H+].[Cl-].C1=CC(N(C)C)=CC=C1C(=N)C1=CC=C(N(C)C)C=C1 KSCQDDRPFHTIRL-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000012954 diazonium Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000005189 flocculation Methods 0.000 description 2
- 230000016615 flocculation Effects 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- FSVCQIDHPKZJSO-UHFFFAOYSA-L nitro blue tetrazolium dichloride Chemical compound [Cl-].[Cl-].COC1=CC(C=2C=C(OC)C(=CC=2)[N+]=2N(N=C(N=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)[N+]([O-])=O)=CC=C1[N+]1=NC(C=2C=CC=CC=2)=NN1C1=CC=C([N+]([O-])=O)C=C1 FSVCQIDHPKZJSO-UHFFFAOYSA-L 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 125000005496 phosphonium group Chemical group 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 229940043267 rhodamine b Drugs 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- BMYBKYQDGKGCSU-UHFFFAOYSA-N (2-aminophenyl)phosphonic acid Chemical compound NC1=CC=CC=C1P(O)(O)=O BMYBKYQDGKGCSU-UHFFFAOYSA-N 0.000 description 1
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
- IVFRHOQHKQWEHJ-UHFFFAOYSA-N 1-amino-4-[4-[(dimethylamino)methyl]anilino]anthracene-9,10-dione Chemical compound C1=CC(CN(C)C)=CC=C1NC1=CC=C(N)C2=C1C(=O)C1=CC=CC=C1C2=O IVFRHOQHKQWEHJ-UHFFFAOYSA-N 0.000 description 1
- TUZVXWAXUWFKLT-UHFFFAOYSA-N 2-(14-methylpentadecyl)oxirane Chemical compound CC(C)CCCCCCCCCCCCCC1CO1 TUZVXWAXUWFKLT-UHFFFAOYSA-N 0.000 description 1
- IOOMXAQUNPWDLL-UHFFFAOYSA-N 2-[6-(diethylamino)-3-(diethyliminiumyl)-3h-xanthen-9-yl]-5-sulfobenzene-1-sulfonate Chemical compound C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S(O)(=O)=O)C=C1S([O-])(=O)=O IOOMXAQUNPWDLL-UHFFFAOYSA-N 0.000 description 1
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- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical compound [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 description 1
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- FVEFRICMTUKAML-UHFFFAOYSA-M sodium tetradecyl sulfate Chemical compound [Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O FVEFRICMTUKAML-UHFFFAOYSA-M 0.000 description 1
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Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/40—Ink-sets specially adapted for multi-colour inkjet printing
Definitions
- the present invention relates to ink-jet inks employed in ink-jet printing.
- this invention relates to an ink system that utilizes dyes or pigments, including self-dispersing pigments, specific polymers, and glycol ether solvents to significantly reduce the dry time and black to color bleed of the ink when applied to a substrate.
- Ink-jet printers offer a low cost, high quality, and comparatively noise-free option to other types of printers commonly used with computers.
- Such printers employ a resistor element in a chamber provided with an egress for ink to enter from a plenum.
- the plenum is connected to a reservoir for storing the ink.
- a plurality of such resistor elements are arranged in a particular pattern, called a primitive, in a printhead.
- Each resistor element is associated with a nozzle in a nozzle plate, through which ink is expelled toward a print medium.
- the entire assembly of printhead and reservoir comprise an ink-jet pen.
- each resistor element is connected via a conductive trace to a microprocessor, where current-carrying signals cause one or more selected elements to heat up.
- the heating creates a bubble of ink in the chamber, which expels ink through the nozzle toward the print medium.
- firing of a plurality of such resistor elements in a particular order in a given primitive forms alphanumeric characters, performs area-fill, and provides other print capabilities on the medium.
- Ink-jet inks when printed on various substrates, including bond paper, copier paper, and other cellulosic media, require a period of time in which to dry. Smears and smudges can occur while the ink is still wet or tacky on the surface of the paper being printed on. Moreover, the speed of the printer itself is affected by the ink dry time. The longer it takes for the ink to dry, the longer the printer must delay release of the freshly printed paper so that the ink can dry on the sheets of paper to a sufficient point so that the sheets do not smudge on another.
- bleed in the prior art, which often defines “bleed” in the context of ink of a single color following the fibers of the paper.
- the dye-based ink may invade the pigmented ink causing a whitish edge to form in the pigmented ink. This is known as halo, and is most often observed when dye-based color inks are printed adjacent to pigment-based black inks.
- U.S. Pat. No. 5, 428,383 teaches a method to control bleed in multicolor ink-jet printing involving the use of multi-valent metal salts as precipitation agents in a first ink composition.
- the precipitation agent is designed to react with the coloring agent in a second ink composition.
- 5, 518,534 teaches the use of a first ink having a pigment dispersion and the second ink containing a salt of an organic acid or mineral acid wherein said salt reacts with said first ink to alleviate bleed between the inks.
- the pigment requires the presence of a dispersing agent, and both inks must have the same ionic character.
- the ink-jet ink is formulated to comprise at least one dye-based ink composition and at least one pigment-based ink.
- the dye-base ink also contains a cationic surfactant, and the pigment-base ink contains a negatively charged dispersant.
- Another method of reducing bleed between ink-jet inks involves the use of pH-sensitive dyes as disclosed in U.S. Pat. No. 5,181,045. It discloses an ink having a pH-sensitive dye to prevent bleeding to an adjacent ink having an appropriate pH. Migration of the ink having the pH-sensitive dye is prevented by rendering the dye insoluble on the page by contact with the pH of the adjacent ink.
- This method requires a pH differential of about 4 or 5 units to completely control bleed. Accordingly, a pH not exceeding 4 would be required to effectively eliminate bleed from a pH-sensitive ink having a typical pH of about 8.
- U.S. Pat. No. 5,6579,143 builds upon the '045 case referenced above, but an organic acid component is added to the so-called target ink-jet ink composition, as opposed to the pH-sensitive ink composition.
- the organic acid component reduces the pH differential required to control bleed to about 3 units or less.
- fast drying inkjet inks which also have good bleed and halo control are provided; they comprise certain colorants, glycol ether solvents and one or more polymers.
- FIG. 1 is a three dimensional plot of drytime versus the percentage of glycol ether (in this case propylene glycol t-butyl ether, PtB) and pH sensitive polymer (Balance 47TM, available from National Starch) present in the ink.
- PtB propylene glycol t-butyl ether
- Balance 47TM pH sensitive polymer
- FIG. 2 is a three dimensional plot of black-yellow bleed versus the percentage of glycol ether (in this case PtB) and pH sensitive polymer (Balance 47TM) present in the black ink.
- PtB glycol ether
- Balance 47TM pH sensitive polymer
- Certain specific polymers have been found to precipitate under certain pH conditions and in the presence of certain ions and glycol ether, allowing the use of a broader class of colorants, particularly self-dispersing pigments, which previously have not been widely utilized. Use of these specific polymers also allows formulation flexibility because these polymers do not contribute to the dispersion or water-solubility of the colorants, so new classes of polymers can be utilized for bleed control without concern of their ability to disperse. By utilizing self-dispersing pigments, the polymers of this invention can be designed to be pH and/or ion sensitive, yet have little dispersing ability.
- the polymers also aid in penetration of the black ink vehicle into the print medium, inducing faster dry times. Dry time is further enhanced when a color ink, that is either buffered at a pH that causes the polymer to precipitate or contains ions that are incompatible with the polymer, is immediately printed under and/or over the pigmented black ink. Precipitation of the polymer causes flocculation of the pigment into larger agglomerated particles, allowing the vehicle to drain into the paper at a faster rate.
- glycol ethers are well known for their excellent solvency for polymers.
- inks described here do benefit from the glycol ethers' ability to keep the polymers in solution when water evaporates and the non volatiles concentrate during pen idle.
- inks can be formulated to have significantly reduced dry time, as well as helping to reduce bleed between the inks without degrading pen reliability.
- the polymers of this invention can be random or block copolymers. In addition to contributing to good dry time, the polymers are selected to precipitate with a change of pH or in the presence of certain ions or both. In general, polymers which precipitate with a change from higher to lower pH will comprise monomers containing an acidic group and a hydrophobic group; polymers which precipitate with a change from lower to high pH will comprise monomers containing amine functionality and hydrophobic moieties.
- the structures of the polymers of this invention are:
- R 1 are independently selected from H or a C 1 -C 18 substituted or unsubstituted, branched or unbranched, alkyl, aromatic, or cyclic chain and may contain halogen, ester, ether, amine or amide functionalities, and is preferably H, CH 3 , a halogen or a halogenated methyl group; and R 2 is a group containing either a carboxylic acid group having a pK a of from about 5 to about 7.5, or a primary, secondary, or tertiary amine functionality.
- R 3 is a C 1 -C 18 substituted or unsubstituted, branched or unbranched, alkyl, aromatic, or cyclic chain, which may contain ester, ether, amine or amide functionalities.
- monomers of type X that contain carboxylic acids that are useful in the invention include, but are not limited to; acrylic acid, methacrylic acid, crontonic acid, 2-trifluoromethylacrylic acid and 2-bromoacrylic acid.
- polymers containing acidic R 2 monomers will be present in the ink as acid salts of Na, K, Li, triethanolamine, 2-amino-2-methyl-1 propanol and the like.
- Examples of monomers of type X that contain primary, secondary, and tertiary amines that are useful in the invention include, but are not limited to; 2-(diethylamino)ethyl acrylate, 2-(dimethylamino)ethyl acrylate, 3-(dimethylamino)propyl acrylate, butylaminoethyl methacrylate, 2-aminoethyl methacrylate and N-[3-(dimethylamino)propyl]acrylamide.
- polymers containing primary secondary, and/or tertiary amine R 2 monomers alone will be present in the ink as salts of Cl, Br, I, sulfate, nitrate, and the like.
- Hydrophobic monomers of type Y that are useful in the invention include, but are not limited to; methyl and ethyl esters of acrylic and methacrylic acids, ethyl-2-(bromomethyl) acrylate, propyl acrylates and methacrylates, butyl acrylates and methacrylates, isoamyl acrylate, hexyl acrylates and methacrylates, cyclohexyl acrylates and methacrylates and their alkyl derivatives, ethylhexyl acrylates and methacrylates, trimethylhexyl acrylate, isooctyl acrylate, isodecyl acrylate, dodecyl acrylate, tridecyl methacrylate, octadecyl acrylate, isobornyl acrylate and methacrylate, phenyl methacrylate, benzyl methacrylate, 2-butoxyethyl acrylate and me
- the average molecular weight of the polymers of this invention ranges from about 1,000 to about 20,000, preferably from about 1,000 to about 12,000; more preferably from about 3,000 to about 10,000.
- the above monomers are provided in sufficient amounts to provide a polymer that will be stable when solubilized in water yet will effectively precipitate and flocculate the pigment upon the change in pH or contact with the appropriate ions.
- polymers may be selected which comprise other monomers as long as an effective amount of the above monomers comprise part of the polymer chain.
- Polymers of this invention may contain monomers of more than one X-type, Y-type, or both, in addition to other monomers chosen by the formulator.
- R 2 is a carboxylic acid moiety, thus having the structure:
- R 1 are independently selected from H or a C 1 -C 18 substituted or unsubstituted, branched or unbranched, alkyl, aromatic, or cyclic chain and may contain ester, ether, amine or amide functionalities, and is preferably H, CH 3 , a halogen or a halogenated methyl group; and n is from 0 to 15, preferably 0 to about 3, so long as the group has PK a of from about 5 to about 7.5.
- R 3 is a C 1 -C 18 substituted or unsubstituted, branched or unbranched, alkyl, aromatic, or cyclic chain, which may contain ester, ether, amine or amide functionalities.
- the acidity, measured by the acid number, of these polymers are in the range of 55-400 mg KOH/g of polymer; preferably from 80-350 mg KOH/g of polymer; more preferably from 80-200 mg KOH/g of polymer.
- the amount of basic nitrogen in the polymer measured as the meq of basic nitrogen per gram, ranges from between about 1 to about 7 meq/g, preferably about 1.5 to about 6.2 meq/g and even more preferably between about 1.5 to about 3.5 meq/g.
- Polymers that have acidic groups, such as carboxylate groups, are pH sensitive. These carboxylated, or otherwise acidified, polymers will either be in solution or precipitate based on their pH-dependant solubility. As the pH is lowered and the carboxylate groups become protonated, the solubility of the polymer decreases. At some point, the polymer will begin to become unstable and will effectively drop out of solution.
- Typical polymers for use herein include those having at least one and preferably multiple carboxyl groups, which commonly consist of acrylic monomers and polymers known in the art. Hydrophobic moieties are also required to aid in the precipitation of the polymer and induce flocculation of the pigment in an aqueous based ink. When the polymer carries a net anionic charge, the pigment must also carry a net anionic or nonionic charge.
- the present invention involves what is essentially a boundary effect.
- the drastic pH conditions of the two inks in question or the presence of incompatible ions in one of the inks bring about the desired effect (bleed control) at the boundary of the two inks.
- improved bleed control as well as improved dry time is also observed when the inks are over and/or under printed onto each other.
- a second ink with a pH of, for example, 4 will have a much greater effect on the solubility of the pH-sensitive polymer than will any pH change caused by the pH of the paper medium. Paper-induced pH changes in the ink are small compared to contact with a fluid that is buffered at a pH of 4. Thus, while it is thought that the pH of the paper itself contributes to an improvement of bleed control, in the present application, a second ink, having a pH low enough to bring about insolubility of polymers in the first ink or the presence of specific polymer-incompatible ions, is used to bring about the desired effect, i.e., bleed and halo reduction.
- the pH-sensitive ink would have the property that it precipitates as the pH is increased.
- the polymer is soluble at a low pH by carrying a positive charge through protonation of an amine group on the polymer, it is possible to precipitate the polymer by contacting it with a second ink that is buffered at a high pH causing deprotonation of the polymer.
- This system would work in conjunction with pigments that are either dispersed by nonionic or with a cationic charged moieties or with self-dispersing pigments that have been modified to carry a net positive charge.
- the ink compositions of this invention comprise one or more glycol ethers or poly(glycol) ethers as solvents.
- suitable glycol ethers are ethylene glycol alkyl ethers, propylene glycol alkyl ethers, poly(ethylene glycol) alkyl ethers, higher homologues of poly(ethylene glycol) alkyl ethers, poly(propylene glycol) alkyl ethers, higher homologues of poly(propylene glycol) alkyl ethers.
- the black pigment is dispersed in the ink composition with the aid of a dispersing agent.
- a dispersing agent include any black pigment that is dispersed with a dispersant having an anionic functionality, for example, the Joncryl® polymers available from S.C. Johnson Polymer (Racine, Wis.).
- Joncryl® polymers available from S.C. Johnson Polymer (Racine, Wis.).
- any other dispersant exhibiting anionic charges may be employed in the practice of this invention.
- black pigments and anionic dispersants see U.S. Pat. No. 5,181,045 and U.S. Pat. No. 5,785,743.
- the following pigments are examples of available black pigments from Columbian: Raven 7000, Raven 5750, Raven 5250, Raven 5000, and Raven 3500.
- the following pigments are available from Degussa: Color Black FW 200, Color Black FW 2, Color Black FW 2V, Color Black FW 1, Color Black FW 18, Color Black S 160, Color Black S 170, Special Black 6, Special Black 5, Special Black 4A, Special Black 4.
- Color inks typically comprise dyes or pigments.
- the dye or pigments may be nonionic, cationic, anionic, or mixtures thereof. Any of the color dyes or pigments known for use in ink-jet printing may be employed in the practice of this invention.
- the following pigments are useful in the practice of this invention; however, this listing is not intended to limit the invention.
- the following pigments are available from BASF: Paliogen® Orange, Heliogen® Blue L 6901F, Heliogen® Blue NBD 7010 , Ileliogen® Blue K 7090, Heliogen®Blue L 7101F, Paliogen® Blue L 6470, Heliogen® Green K 8683, and Heliogen® Green L, 9140.
- the following pigments are available from Cabot: Monarch® 1400, Monarch® 1300, Monarch® 1100, Monarchs 1000, Monarch® 900, Monarch®880, Monarch® 800, and Monarch® 700.
- the following pigments are available from Ciba-Geigy: Chromophtal® Yellow 3G, Chromophtal® Yellow GR, Chromophtal® Yellow 8G, Igrazin® Yellow 5GT, Igralite® Rubine 4BL, Monastral® Magenta, Monastral® Scarlet, Monastral® Violet R, Monastral® Red B, and Monastral® Violet Maroon B.
- the following pigments are available from Degussa: Printex U, Printex V, Printex 140U, and Printex 140V.
- the following pigment is available from DuPont: Tipure® R-101.
- the following pigments are available from Heubach: Dalamar® Yellow YT-858-D and Heucophthal® Blue G XBT-583D.
- the following pigments are available from Hoechst: Permanent Yellow GR, Permanent Yellow G, Permanent Yellow DHG, Permanent Yellow NCG-71, Permanent Yellow GG, Hansa Yellow RA, Hansa Brilliant Yellow 5GX-02, Hansa Yellow-X, Novoperm® Yellow HR, Novoperm® Yellow FGL, Hansa Brilliant Yellow 10GX, Permanent Yellow G3R-01, Hostaperm® Yellow H4G, Hostaperm® Yellow H3G, Hostaperm® Orange GR, Hostaperm® Scarlet GO, and Permanent Rubine F6B.
- the following pigments are available from Mobay: Quindo® Magenta, Indofast® Brilliant Scarlet, Quindo® Red R6700, Quindo® Red R6713, and Indofast® Violet.
- the following pigments are available from Sun Chem: L74-1357 Yellow, L75-1331 Yellow, and L75-2577 Yellow.
- Aqueous color dyes may be employed in the practice of the present invention.
- water-soluble dyes include the sulfonate and carboxylate dyes, specifically, those that are commonly employed in ink-jet printing. Specific examples include: Sulforhodamine B (sulf:)nate), Acid Blue 113 (sulfonate), Acid Blue 29 (sulfonate), Acid Red 4 (sulfonate), Rose Bengal (carboxylate), Acid Yellow 17 (sulfonate), Acid Yellow 29 (sulfonate), Acid Yellow 42 (sulfonate), Acridine Yellow G (sulfonate), Nitro Blue Tetrazolium Chloride Monohydrate or Nitro BT, Rhodamine 6G, Rhodamine 123, Rhodamine B, Rhodamine B Isocyanate, Safranine O, Azure B, Azure B Eosinate, Basic Blue 47, Basic Blue 66, Thiolacin T (Basic Yellow 1), and Auramine O (Basic Yellow 2), all available from Aldrich
- One type of preferred colorant employed in the inks of this invention is a self-dispersing pigment.
- Such pigments suitable for use herein include all chemically modified water-dispersible, pigments known for use in ink-jet printing. These chemical modifications impart water-dispersibility to the pigment precursors that encompass all organic pigments.
- the pigments herein are modified by the addition of one or more organic groups comprising at least one aromatic group or a C1-C12 alkyl group and at least one ionic group or ionizable group.
- the ionizable group is one that forms its ionic groups in the aqueous medium.
- the ionic group may be anionic or cationic.
- the aromatic groups may be further substituted or unsubstituted. Examples include phenyl or napthyl groups and the ionic group is sulfonic acid, sulfinic acid, phosphonic acid, carboxylic acid, ammonium, quaternary ammonium, or phosphonium group.
- the pigment can either be anionic or cationic in character.
- the anionic chromophores are usually associated with sodium or potassium cations, and the cation chromophores are usually associated with chloride or sulfate anions.
- one preferred method is treatment of the carbon black pigment with aryl diazonium salts containing at least one acidic functional group.
- aryl diazonium salts include those prepared from sulfanilic acid, 4-aminobenzoic acid, 4-aminosalicylic acid, 7-amino-4-hydroxy-2-naphthlenesulfonic acid, aminophenylboronic acid, and aminophenylphosphonic acid and metanilic acid.
- Ammonium, quaternary ammonium groups, quaternary phosphonium groups, and protonated amine groups represent examples of cationic groups that can be attached to the same organic groups discussed above.
- the following pigments are useful in the practice of this invention; however, this listing is not intended to limit the invention.
- the following pigments available from Cabot may be appropriately surface modified for the purpose of use in this invention: Monarch® 1400, Monarch® 1300, Monarch® 1100, Monarch® 1000 , Monarch® 900, Monarch® 880, Monarch® 800, and Monarch® 700.
- the following pigments available from Columbian may be appropriately surface modified: Raven 7000, Raven 5750, Raven 5250, Raven 5000, and Raven 3500.
- the following pigments are available from Degussa: Color Black FW 200, Color Black FW 2, Color Black FW 2V, Color Black FW 1, Color Black FW 18, Color Black S160, Color Black FW S170, Special Black 6, Special Black 5, Special Black 4A, Special Black 4, Printex U, Printex 140U, Printex V, and Printex 140V.
- Tipure® R-101 is available from DuPont.
- Cab-O-Jet® 200 and Cab-O-Jet® 300 from Cabot is surface modified and may be used as is.
- the ink compositions of this invention comprise the colorants, polymer(s), and glycol ether solvents, in addition to other conventional ink adjuncts to the ink vehicle.
- inks and their properties See also U.S, Pat. Nos. 2,833,736; 3,607,813; 4,104,061; 4,770,706; and 5,026,755.
- a typical formulation for an ink useful in the practice of the invention includes the colorant (about 0.001% to about 10 wt %), one or more glycol ether solvents (about 0.01 to about 20 wt %, preferably about 0.01 to about 7%, more preferably about 0.01 to about 4%), optionally one or more water-soluble surfactants/amphiphiles (0 to about 5, preferably about 0.1 to about 2 wt %), and water (balance).
- the inks contain the polymer(s), present in an amount of from about 0.1 to about 10% by wt of the ink composition, preferably from about 0.1 to about 3%.
- cosolvents may be added to the vehicle in the formulation of the ink.
- Classes of cosolvents employed in the practice of this invention include, but are not limited to, aliphatic alcohols, aromatic alcohols, diols, caprolactams, lactones, formamides, acetamides, and long chain alcohols.
- Examples of compounds employed in the practice of this invention include, but are not limited to, primary aliphatic alcohols of 30 carbons or less, primary aromatic alcohols of 30 carbons or less, secondary aliphatic alcohols of 30 carbons or less, secondary aromatic alcohols of 30 carbons or less, 1,2-alcohols of 30 carbons or less, 1,3-alcohols of 30 carbons or less, 1,5-alcohols of 30 carbons or less, N-alkyl caprolactams, unsubstituted caprolactams, substituted formamides, unsubstituted formamides, substituted acetamides, and unsubstituted acetamides.
- cosolvents that are preferably employed in the practice of this invention include, but are not limited to, 1,5-pentanediol, 2-pyrrolidone, 2-ethyl-2-hydroxymethyl-1,3-propanediol, diethylene glycol, 3-methoxybutanol, and 1,3-dimethyl-2-imidazolidinone.
- the cosolvent concentration may range from about 0.01 to about 50 wt %, with about 0.1 to 20 wt % being preferred.
- Water-soluble surfactants may be employed in the formulation of the vehicle of the ink. These surfactants are added as free components to the ink formulation and are not otherwise associated or intended to become part of the polymers described herein. For convenience, examples of surfactants are divided into two categories: (1) non-ionic and amphoteric and (2) ionic.
- the former class includes: TERGITOLs, which are alkyl polyethylene oxides available from Union Carbide; TRITONs, which are alkyl phenyl polyethylene oxide surfactants available from Rohm & Haas Co.; BRIJs; PLURONICs (polyethylene oxide block copolymers); and SURFYNOLs (acetylenic polyethylene oxides available from Air Products); POE (polyethylene oxide) esters; POE diesters; POE amines; POE amides; and dimethicone copolyols.
- Amphoteric surfactants such as substituted amine oxides are useful in the practice of this invention.
- Cationic surfactants such as protonated POE amines may also be used.
- U.S. Pat. No. 5,106,416, discloses more fully most of the surfactants listed above.
- the non-ionic amphiphiles/surfactants are more preferred than the ionic surfactants.
- Specific examples of amphiphiles/surfactants that are preferably employed in the practice of this invention include iso-hexadecyl ethylene oxide 20, SURFYNOL CTF-111, TERGITOL 15-S-7, and amine oxides, such as N,N-dimethyl-N-dodecyl amine oxide, N,N-dimethyl-N-tetradecyl amine oxide, N,N-dimethyl-N-hexadecyl amine oxide, N,N-dimethyl-N-octadecyl amine oxide, N,N-dimethyl-N-(Z-9-octadeeenyl)-N-amine oxide.
- the concentration of the amphiphile/surfactants may range from
- biocides may be used in the ink composition to inhibit growth of microorganisms.
- Preferred examples of biocides include UrarcideTM and ProxelTM, and NuoCeptTM.
- Sequestering agents such as EDTA may be included to eliminate deleterious effects of heavy metal impurities, and buffer solutions may be used to control the pH of the ink.
- Other known additives such as viscosity modifiers and other acrylic or non-acrylic polymers may be added to improve various properties of the ink compositions as desired.
- the inks are formulated by combining the various components of the vehicle and mixing them with the colorants and polymers disclosed herein.
- the viscosity of the final ink composition is from about 0.8 to about 8 cPs, preferably from about 0.9 to about 4 cPs.
- the inks of this invention may be used in any conventional ink-jet or bubble-jet or piezoelectric printer. Preferably the inks are used in thermal ink-jet printers.
- the ink is typically charged into a printer cartridge and printed on any medium. Examples of suitable media for printing include paper, textiles, wood, and plastic.
- a series of black inks are prepared in a designed experiment.
- the common components of each ink are 3% proprietary anionic self-dispersing pigment, 9% 2-pyrrolidinone, 4% Liponics EG-1 (an oxyalkylated glycerol) and 0.2% Proxel-GXL biocide.
- the designed experiment is a three level design with 0.50%, 1.25% and 2.00% propylene glycol t-butyl ether (PtB) as the glycol ether and 0.35%, 0.525% and 0.70% Balance 47® as the polymer additive.
- PtB propylene glycol t-butyl ether
- Balance 47® 0 is a copolymer of octylacrylamide, butylaminoethyl methacrylate, and other acrylate monomers (at least one of which is an acidic monomer), having an acid number of 140 mg KOH/g of polymer and available from National Starch.
- the polymer is neutralized with 0.14 g KOH per g of polymer.
- the balance of each formula is water and the pH is adjusted to 8.5 with dilute KOH.
- the inks are filled into ink-jet pens designed for the Hewlett-Packard Professional Series® 2000C ink-jet printer.
- the yellow ink is filled into a color ink-jet pen designed for the Hewlett-Packard Professional Series® 2000C ink-jet printer.
- FIG. 1 shows the dry time score response surface that is generated from the analysis.
- the dry time scores for individual data points A-E are given in Table 1. The response surface not only indicates that the use of PtB and a specific polymer in the black ink aid in dry time, but that their combination is particularly advantageous.
- the same inks and printer are also used to print an image where a black line measuring about 0.1 inch is printed and flanked by two yellow boxes of the above yellow ink.
- the amount of black-yellow bleed is determined by measuring the difference in the black line width (in mils) with and without the flanking yellow boxes.
- the graphic is printed on Gilbert Bond®, Champion DataCopy®, Union Camp Jamestown®, Hewlett-Packard Bright White®, Stora Papyrus Multicopy® and Stora Papyrus Natura® papers using all of the black inks described above.
- the bleed is measured and averaged across all 6 papers and statistically analyzed using an interaction model.
- FIG. 2 shows the black-color bleed response surface that is generated from the analysis.
- the bleed values for individual data points A-E are shown in Table 1.
- the response surface not only indicates that the use of PtB and a specific polymer in the black ink aid in bleed control, but that their combination is particularly advantageous. Halo is observed to be very good for all print samples.
- the method of reducing dry time and bleed is expected to find use in ink-jet printing applications, especially those utilizing pigment-based inks.
Abstract
Description
TABLE 1 | |||||
Black-Yellow | |||||
% PtB | % Polymer | Dry Time Score | Bleed (mils) | ||
A | 0.5 | 0.7 | 1.9 | 0.88 |
B | 0.5 | 0.35 | 2.4 | 1.08 |
C | 2 | 0.35 | 1.9 | 1.04 |
D | 2 | 0.7 | 1.5 | 0.33 |
E | 1.25 | 0.525 | 1.9 | 0.83 |
TABLE 2 | |||||||
Ink Formula | A | B | C | D | E | ||
2-Pyrrolidinone | 10 | 10 | 8 | 3 | 10 | ||
Liponics EG1 | 4 | 4 | 4 | 4 | 4 | ||
PtB | 2 | 1 | 2 | 1 | 0 | ||
Balance 47 | 1 | 1 | 1 | 1 | 1 | ||
Surfynol 465 | 0 | 0 | 0 | 0 | 0.1 | ||
Dry time (sec) | 21 | 26 | 19 | 29 | 55 | ||
Claims (17)
Priority Applications (4)
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US09/411,362 US6300391B2 (en) | 1998-10-29 | 1999-10-01 | Inks containing glycol ethers and specific polymers for dry time and bleed improvements in ink-jet printing inks |
DE60010193T DE60010193T2 (en) | 1999-10-01 | 2000-09-25 | Inks containing glycol ethers and specific polymers for improving drying time and flow restriction in ink-jet printing inks |
EP00308401A EP1088866B1 (en) | 1999-10-01 | 2000-09-25 | Inks containing glycol ethers and specific polymers for dry time and bleed improvements in ink-jet printing inks |
JP2000295588A JP4046936B2 (en) | 1999-10-01 | 2000-09-28 | Ink for inkjet printing |
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US09/183,219 US6281267B2 (en) | 1998-10-29 | 1998-10-29 | Ink to ink bleed and halo control using specific polymers in ink-jet printing inks |
US09/411,362 US6300391B2 (en) | 1998-10-29 | 1999-10-01 | Inks containing glycol ethers and specific polymers for dry time and bleed improvements in ink-jet printing inks |
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Also Published As
Publication number | Publication date |
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EP1088866B1 (en) | 2004-04-28 |
DE60010193T2 (en) | 2005-01-27 |
US20010018472A1 (en) | 2001-08-30 |
JP4046936B2 (en) | 2008-02-13 |
JP2001152063A (en) | 2001-06-05 |
DE60010193D1 (en) | 2004-06-03 |
EP1088866A1 (en) | 2001-04-04 |
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